Deputy Chief of Staff

Firecrawl

• $150K — $185K *
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 4+ years in operations, chief-of-staff, or high-ownership generalist role, ideally at a startup
  • Exceptional judgment and reliability in handling tasks
  • Comfortable with ambiguity and managing wide scope responsibilities
  • Strong organizational skills with the ability to maintain composure under pressure
  • Trustworthy and discreet handling of sensitive information

Responsibilities

  • Own end-to-end processes in People & Operations including recruiting and onboarding
  • Act as a trusted second-in-command with the ability to step in when needed
  • Build and improve systems to keep the team organized as it grows
  • Support the executive team with prep and follow-through tasks
  • Proactively address ambiguous problems without waiting for direction or specifications

Benefits

  • Generous PTO: 15 mandatory days plus provisions for additional days
  • 12 weeks paid parental leave for all parents without conditions
  • $100/month wellness stipend for health-related activities
  • Annual learning and development budget of up to $1,000
  • Paid sabbatical of 3 months after 4 years of service
  • 100% coverage for medical, dental, and vision insurance for employees
  • Comprehensive life and disability insurance provided, with supplemental options available
  • Access to telehealth services for convenient healthcare
  • 401(k) plan with company match for retirement savings
  • Unique SF perks including snacks, team lunch, and E-Bike transportation options
Full Job Description
Deputy Chief of Staff

You'll be the person who makes sure everything runs, and increasingly, the person others go to when they need something to happen. Firecrawl's People & Operations function covers a lot: recruiting, HR, onboarding, events, exec support, vendor and financial operations, and the systems that hold it all together. Right now one person owns all of it. You'll come in as that person's right hand, take real ownership of whole pieces, and grow into someone who can stand in on almost anything. This role rewards judgment, follow-through, and the kind of person who sees what needs doing and does it before being asked. You'll report to our Chief of Staff and operate with high autonomy from the start.

Salary Range: $150,000-$185,000/year

Equity Range: Up to 0.05%

Location: San Francisco, CA (on-site required)

Job Type: Full-Time

Experience: 4+ years in operations, chief-of-staff, or a high-ownership generalist role, ideally at a startup

Visa: Must already be authorized to work in the US or our eligible remote-hire regions. We're not able to sponsor visas right now, though that may change down the line.

What You'll Do
  • Own whole pieces of People & Operations end to end: recruiting coordination, onboarding, HR operations, events, vendor and expense management
  • Be the trusted second who can step in on almost anything when it needs to happen
  • Build and run the systems that keep a fast-growing team organized, and improve them as you go
  • Support the executive team: prep, coordination, follow-through, and quietly making sure nothing falls through the cracks
  • Take ambiguous, unowned problems and just handle them, no spec required
  • Grow into more scope over time as you earn trust


What We're Looking For
  • You're a high-ownership generalist who's run operations or been the "person who makes things happen" at a company that was growing fast
  • You have exceptional judgment and follow-through, when you say something's handled, it's handled
  • You're comfortable with ambiguity and wide scope, and you'd rather own a problem than wait for direction
  • You're organized enough to hold a hundred threads and calm enough that no one can tell
  • You're discreet and trustworthy, you'll be close to sensitive people, comp, and company matters
  • You move fast and close the loop - you'd rather ship, adjust, and iterate than wait for perfect


What We're NOT Looking For
  • Someone who needs a clearly defined lane and a full spec before they can act
  • A pure coordinator who executes tasks but won't own outcomes
  • Someone who wants a predictable, narrow role, this job is the opposite


A Note On Pace

We operate at an absurd level of urgency because the window for what we're building won't stay open forever. If that excites you, keep reading. If it doesn't, no hard feelings - but this role probably isn't for you.

Benefits & Perks

Available to all employees
  • Salary that makes sense - $150,000-$185,000/year, based on impact, not tenure
  • Own a piece - Up to 0.05% equity in what you're helping build
  • Generous PTO - 15 days mandatory, anything after 24 days, just ask (holidays excluded); take the time you need to recharge
  • Parentalleave - 12 weeks fully paid, for all parents
  • Wellnessstipend - $100/month for the gym, therapy, massages, or whatever keeps you human
  • Learning& Development - Expense up to $1,000/year toward anything that helps you grow professionally
  • Teamoffsites - A change of scenery, minus the trust falls
  • Sabbatical - 3 paid months off after 4 years, do something fun and new


Available to US-based full-time employees
  • Full coverage, no red tape - Medical, dental, and vision (100% for employees, 50% for spouse/kids) - no weird loopholes, just care that works
  • Life & Disability insurance - Employer-paid short-term disability, long-term disability, and life insurance - coverage for life's curveballs
  • Supplemental options - Optional accident, critical illness, hospital indemnity, and voluntary life insurance for extra peace of mind
  • Doctegrity telehealth - Talk to a doctor from your couch
  • 401(k) plan - Retirement might be a ways off, but future-you will thank you
  • Pre-tax benefits - Access to FSAs and commuter benefits (US-only) to help your wallet out a bit
  • Pet insurance - Because fur babies are family too


Available to SF-based employees
  • SF HQ perks - Snacks, drinks, team lunches, intense ping pong, and peak startup energy
  • E-Bike transportation - A loaner electric bike to get you around the city, on us


Interview Process

Application Review - Send us your work and a quick note on why this excites you. Tell us about something you owned end to end and how you made it run. We care about what you've done, not where you went to school.

Intro Chat (~25 min) - A quick conversation to get to know each other before we go deep. We'll talk about what you've been working on, what drew you to Firecrawl, and what you're looking for in your next role. Time for your questions too.

Working Session (~45 min) - We'll walk through a real operational scenario from our world, how you'd untangle it, prioritize, and drive it to done. We care how you think and how you own it.

Founder Chat (~25 min) - Culture, pace, ownership, and how you like to work. Time for your questions too.

Paid Work Trial (1-2 weeks) - Take on a real, scoped piece of operational work with the team, paid at a contractor rate. It's the truest signal for both sides: you see what the role actually feels like, and we see how you operate. We'll flex around your current commitments.

Decision - We move fast after the trial.

If you want to be the person a fast-moving company can't run without, and grow into everything that comes with that, you should join us.

👉 Apply now.

Similar Jobs

More Jobs at Firecrawl

  • Head of Product
    $250K — $290K *
    San Francisco, CA 94112 (San Francisco County)
    Information Technology
    Hybrid
  • Events & Brand Coordinator
    $75K — $95K *
    San Francisco, CA 94112 (San Francisco County)
    Hospitality & Recreation
    Hybrid

More Business Services Jobs

Find similar Deputy Chief of Staff jobs: